vik 

Given your lack of experience you really have no idea how you'll feel once you are on the road. I would just head out and see what happens. Don't make firm plans as you have no way to know if they are realistic for you. As you ride be ready to deal with what happens on the road. You may have bike problems, body problems or mental problems. Given that your first leg is through Canada/USA the solution to whatever is happening for you should be available once you figure out what you need. Don't soldier on if you are not close to 100% happy now as once you leave North America for more exotic locales it will be harder to sort out your issues and you may end up with a different plan if you work things out now vs. trying to make it work and then 4 months from now realize that you need a major change to occur will be a much bigger PITA than adjusting plans early on.

Don't take this to be discouraging advice. If you have the time and money to tour for a long time all you need to add to that mix is reliable equipment and enjoyment of the tour for it to be successful. Just keep in mind that being an avid cyclist at home is not the same as being a successful long term bike tourist. So be open to what's happening and adapt as needed.